N-alkylation of 2-pyridone derivatives via palladium(II)-catalyzed directed alkene hydroamination

TETRAHEDRON

卷:73

Article

Gurak, John A., Jr.¹  Tran, Van T.¹  Sroda, Miranda M.¹  Engle, Keary M.¹ 

[1] Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

关键词: Alkenes;    Aza-heterocycles;    Directing group;    Hydroamination;    Palladium;    Pyridones (hydroxypyridines);   

DOI  :  10.1016/j.tet.2017.03.091

来源: Elsevier

【 摘 要 】

A selective N-alkylation reaction of 2-pyridones and related heterocycles via intermolecular alkene hydroamination is reported. The reaction utilizes palladium(II) acetate as a catalyst and employs a bidentate directing group to dictate the regioselectivity for both unactivated terminal and internal alkenes. High functional group tolerance is observed across a widerange of electronically diverse 2pyridones and other aza-heterocycles, including 1-hydroxyisoquinoline, 2-hydroxyquinoline, pyridazinone, pyrimidinone, and pyrazinone. (C) 2017 Elsevier Ltd. All rights reserved.

【 授权许可】

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